Pinecrest Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Pinecrest Vacation

Say farewell to the hassle of planning and hello to a Pinecrest vacation package. With everything organized before you take off, you can focus on discovering this city, starting with Coconut Grove, which is great for cafes, watersports and shopping. Love to explore your surroundings? University of Miami, Dadeland Mall and Santas Enchanted Forest are some of the top-rated places to visit during a trip to Pinecrest. Expedia has what you need to escape the everyday. Tailor your vacation to Pinecrest to suit your style of travel, whatever that may be!

Top Pinecrest Vacation Deals

Price found within the past 48 hours. Click for updated prices.
MirabileCondoDwntown MIA Brickell w PRKG

MirabileCondoDwntown MIA Brickell w PRKG

5 out of 5
Downtown Miami
Price was CA $2,118, price is now CA $991 per person
CA $991
per person
Jun 27 - Jun 30
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
2/10 (2 reviews)
3BR Pool House Sleeps 8

3BR Pool House Sleeps 8

3 out of 5
Driftwood
Price was CA $3,398, price is now CA $1,329 per person
CA $1,329
per person
Jul 16 - Jul 20
found 18 hours ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
No reviews
Family Pool Home by Hollywood Beach

Family Pool Home by Hollywood Beach

2.5 out of 5
Hollywood Hills
Price was CA $2,188, price is now CA $1,010 per person
CA $1,010
per person
Jun 20 - Jun 24
just found
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
No reviews
The W - Bayshore Unit 1003

The W - Bayshore Unit 1003

3 out of 5
East Fort Lauderdale
Price was CA $3,340, price is now CA $1,602 per person
CA $1,602
per person
Jul 18 - Jul 25
found 1 hour ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
6/10 (2 reviews)
Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
Price was CA $5,268, price is now CA $2,528 per person
CA $2,528
per person
Jul 1 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
5.8/10 (323 reviews)
Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great. It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.

Reviewed on Feb 22, 2026

Ready to book your vacation to Pinecrest?

 

Choose your dates

Pinecrest Hotel Deals

Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
4441 Collins Avenue Miami Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $442 per night from May 27 to May 28
CA $442
CA $596 total
May 27 - May 28
includes taxes & fees
8.4/10 Very Good! (8,228 reviews)
Enjoyed the whole facility

Reviewed on May 12, 2026

Fontainebleau Miami Beach
Loews Miami Beach Hotel – South Beach

Loews Miami Beach Hotel – South Beach

4.5 out of 5
1601 Collins Ave Miami Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $368 per night from May 20 to May 21
CA $368
CA $496 total
May 20 - May 21
includes taxes & fees
9.2/10 Wonderful! (486 reviews)
Good location

Reviewed on May 12, 2026

Loews Miami Beach Hotel – South Beach
Gale Miami Hotel and Residences

Gale Miami Hotel and Residences

4 out of 5
159 NE 6th St Miami FL
Fully refundableReserve now, pay when you stay
The price is CA $257 per night from May 18 to May 19
CA $257
CA $345 total
May 18 - May 19
includes taxes & fees
8.8/10 Excellent! (1,844 reviews)
Room was clean and the ameties

Reviewed on May 11, 2026

Gale Miami Hotel and Residences
See all 12,085 properties in Pinecrest
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Pinecrest

Port of Miami Wide

Port of Miami

4.5/5(1,234 reviews)

Explore the waterfront in Miami Beach with a trip to Port of Miami. Amble around this vibrant area's beautiful beaches and enjoy its top-notch restaurants.

Port of Miami
Miami Gardens, USA - 23 February 2026: Aerial view of Hard Rock Stadium bathed in the warm glow of a setting sun, its sleek architecture contrasting with the surrounding lush greenery.

Hard Rock Stadium

4/5(172 reviews)

Catch an event at Hard Rock Stadium during your trip to Miami Gardens. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Hard Rock Stadium
Ocean Drive

Ocean Drive

4.5/5(1,105 reviews)

Miami’s famous strip is not only a gathering point for partiers but well worth the visit for lovers of 1920s art deco architecture.

Ocean Drive

What to do in Pinecrest

Miami Millionaires Sightseeing Cruise

Miami Millionaires Sightseeing Cruise

CA $25
per adult
92% of travellers recommend
Miami Millionaires Sightseeing Cruise
12 hours Day at Key West With Boat Tour and Snorkeling

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

CA $38
per adult
88% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Everglades Holiday Park Airboat Tours & Rides

Everglades Holiday Park Airboat Tours & Rides

CA $65
per adult
98% of travellers recommend
Everglades Holiday Park Airboat Tours & Rides
See all activities in Pinecrest

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.